Honestly surprised @Inarizushi Miku never made a thread like this. I wanna give her a shoutout for getting me to like vocaloid songs. If it weren't for her posting random Miku songs I probably never would have checked out vocaloid stuff. She's also my go to person here for song recommendations.

I guess I'll post that angel Miku song I posted in AvD since that's the most recent vocaloid song I listened to and enjoyed.

Here's the first song of vocaloid I heard. Due to the fact I first saw some little vid someone made of these characters I thought this was just a animated vid someone made with music. Surprised when I found out what they really were.

Lessee...Those are kinda the big three that I especially look out for (and, astonishingly, they all have albums on iTunes), but there are a few other songs that stand out. I'll leave with two I learned of from Project Mirai,

Edit: My favourite-sounding 'loid is probably Luka, then Gumi (technically not a Vocaloid), then MEIKO. Miku's alright, though a touch high pitched, while the male 'loids tend to sound excessively auto-tuned. Rin is also fine, being a bit less piercing, generally, than what people tend to do with Miku.

(^The entire Bad End Night series is good but I chose to just post my favorite out of them, I do recommend listening to all of them in order for the plot though)

I think Gakupo held a *sort of* special place in my heart (but I don't recall him being my favorite) because his voice was provided by Gackt (who I used to be a big fan of at the time as well), but I never particularly enjoyed a whole lot of the songs people made with him though. I do remember being very impressed with his V3 however, sounds almost like a really young Gackt.

I just found this thread and I am loving the content. I don't want to blow people up with a bunch of songs in one post so I'll do things more slowly for the exposure method.

One of my favorite artists are Hitoshizuku-P × Yama△. The songs they produce are extremely grand with elaborate stories and beautiful artwork. If you see a VOCALOID song with amazingly detailed art, it's likely made by them. To highlight the grandiose nature of their songs, I've selected my favorite one of all of them, The Blessed Messiah and the Tower of Ai.

I actually did an English cover of this song for my senior project to graduate high school. If you are a weirdo and want to hear it, let me know and I can supply it ahaha~[/spoiler]